Cheshire County, NH Real Estate Search

Cheshire County, NH Single Family Homes for Sale

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Newest Cheshire County, NH Single Family Homes for Sale

443 Centre St, Sullivan
$450,000
4 Beds ⋅ 2 Baths ⋅ 5099018 MLS
125K REDUCTION! Owner says sell! Unheard of price reduction of $125K below original listing presents an incredible value for this versatile multi-use rural property. Perfect for homesteading, horses, a quiet retreat, or a first home that finally meets your budget. MORTGAGE BUYDOWN As an extra bonus, the seller is offering a buy down of the mortgage rate for a quick sale. Better than a discount, this buy down will last the lifetime of the mortgage. See attached info for details on this unique opportunity. CLASSIC RURAL COLONIAL 10 MINUTES FROM KEENE Just 10 minutes from Keene and all its amenities, this Classic 1808 New England Colonial is full of character, featuring hand-hewn kitchen beams, wide plank original flooring, and original features throughout. It is fully winter-ready and holds heat beautifully, featuring a New Mac wood/oil combo furnace, gas living room insert, and high-end reproduction windows with storms throughout. In addition, the deep stone foundation keeps the house naturally cool in summer. Updated mechanicals include chimney renovation with flue insert, whole-house water filtration, gen-tran system, and premium L/G washer/dryer. 17.5 SUB-DIVIDABLE ACRES This 17.5 acre homestead is abutted by several hundred acres of conservation land, guaranteeing absolute peace and quiet. The terrain is perfect for hiking, snow-shoeing, cross country skiing and snowmobiling. SPACIOUS LAYOUT AND OUTBUILDINGS The home features large bedrooms with excellent closet space and a wide second-floor foyer. A practical mud-room leads through a breezeway into the old “summer kitchen” and a large barn with loft space, now serving as a two-car garage. A separate former stable offers multiple possibilities for workshop, studio, or reconversion for animal use. UNIQUE OPPRTUNITY This historical gem is ready for you to add your personal touches and make it your own. Don’t miss this unique opportunity—come see it today!

443 Centre St, Sullivan

Listing courtesy of Dana Ford from LAER Realty Partners/Goffstown. ()

372 Hill Rd, Alstead
$975,000
3 Beds ⋅ 2 Baths ⋅ 5098988 MLS
Twenty-four private acres, timeless New England character, and room to truly settle in. Set along a quiet country road in Alstead, this remarkable property offers the kind of setting that is increasingly hard to find, mature trees, open land, historic stone walls, a peaceful stream and beautiful outdoor spaces surrounding an authentic circa-1790 Colonial. Inside, more than 3,000 square feet of living space blends centuries-old craftsmanship with thoughtful updates. Original wood floors, handcrafted doors and beautiful cherry railings preserve the home’s character, while Marvin replacement windows add modern comfort. At the heart of the home is a warm and inviting country kitchen with marble countertops, farmhouse and bar sinks, brick pantry and a traditional cookstove. Spacious dining and living areas are anchored by two working fireplaces, creating a home that feels equally suited to quiet weekends and a house full of guests. A sunroom provides a peaceful place to enjoy the changing seasons, while the generous mudroom, workshop and dedicated laundry room offer the practical spaces country living calls for. Upstairs are three bedrooms, a full bath and a charming second-floor sitting room ideal for reading, working from home or simply getting away. An unfinished third floor provides additional possibilities for future living, studio or guest space. But it is the land and lifestyle that truly set this property apart. With 24.1 acres to explore, garden, recreate or simply enjoy, there is space here for animals, outdoor pursuits and a quieter pace of life. Cool off beneath the outdoor shower after a summer afternoon outside, wander the stone walls and stream, or simply enjoy the privacy of your own piece of New Hampshire. This isn’t simply a historic home it’s an opportunity to own 24 acres of authentic New England living, with a house that has been part of the landscape for more than two centuries.

372 Hill Rd, Alstead

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

33 Queens Rd, Keene
$734,000
5 Beds ⋅ 4 Baths ⋅ 5098638 MLS
Nestled in highly desirable West Keene, this stunning 5 bedroom home offers the perfect blend of neighborhood charm and ultimate convenience. Minutes from local shopping, dining, top rated schools, the YMCA, and the Rail Trails, the location is unbeatable. Inside, the heart of the home features a large kitchen and an expansive dining room designed perfectly for hosting memorable family gatherings. This flows effortlessly into a welcoming living room anchored by a cozy fireplace, a dedicated home office, and a finished bonus basement room ideal for a gym or media space. Designed with ultimate flexibility and luxury in mind, the layout boasts dual primary suites providing exceptional privacy and comfort for multigenerational living, longterm guests, or a secondary main retreat. The true primary suite serves as your personal sanctuary, complete with an expansive walk in closet and a spa like bathroom featuring a jetted soaking tub. Modern comforts abound throughout, including a 2 car heated attached garage built to handle New Hampshire winters with ease. The backyard transforms into your own private oasis, anchored by an extraordinary, custom outdoor kitchen crafted for premier outdoor entertaining. Step outside to the beautifully designed patio and deck area where outdoor dining and entertaining take center stage. Spend hot summer days lounging by the above ground pool, prepare gourmet meals at your outdoor chef’s station, and host vibrant weekend barbecues under the stars. This West Keene gem delivers the lifestyle you have been looking for.

33 Queens Rd, Keene

Listing courtesy of Bob Barnard from Monadnock Realty Group LLC. ()

15 S Hidden Lake Rd, Stoddard
$325,000
2 Beds ⋅ 2 Baths ⋅ 5097776 MLS
Tucked away in the Hidden Lake Development on a .44 acre corner lot, you will find this charming turnkey cabin awaiting you with deeded access to Highland Lake! Highland Lake is 7 miles long encompassing +/-700 acres and is well known for its healthy population of Largemouth Bass! Bring your motorboats, jet skis, kayaks, canoes, & fishing poles - this water setting is perfect for these toys! This cozy cabin has been completely renovated within the past year, including the installation of a new state approved 2 bedroom septic and new roof. This home was thoughtfully designed with no detail overlooked. Walk in, kick off your shoes, & feel right at home! Upon entering, you will be greeted by the kitchen/living room area which boasts an open concept floor plan and plenty of natural light. On the main floor, you will also find a recently added 12x12 bedroom and a ¾ bath. The full basement serves as the 2nd bedroom and has been tastefully finished off with natural woodwork throughout. In the basement you will also find an additional ½ bath and washer/dryer combo. Need more storage space or a place for guests? Pull down the ladder in the main living area and find a finished loft area for just that! Enjoy sitting out on the inviting farmers porch sipping your morning coffee, listening to the birds, and taking in the peaceful surroundings, or spending evenings gathered around a campfire, roasting marshmallows under the stars. The annual association fee of $825 includes not only lake access, but year-round road maintenance, a private boat launch, inground swimming pool, clubhouse, playground, & a tennis/basketball court. This property is conveniently located about 30 mins to Keene & Peterborough, & less than 2 hrs. from Boston. Schedule your private showing today whether you’re looking for a second home, year-round residence, or rental investment- this lake community retreat is ready for your summer enjoyment! 3D Tour and floorplans are available.

15 S Hidden Lake Rd, Stoddard

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

78 Colburn Ln, Rindge
$699,900
3 Beds ⋅ 2 Baths ⋅ 5096856 MLS
Experience year-round lakefront living at its finest on the pristine shores of Lake Monomonac. Offering more than 100 private feet of exceptional sandy beach frontage, this rare waterfront retreat captures breathtaking 180-degree panoramic views stretching across the lake, including a front-row view of Commodore Island, the heart of the lake's vibrant boating and social scene. Privately situated this coveted property offers an unparalleled opportunity to enjoy one of the region's most desirable lakes. Spend your days boating, fishing, kayaking, paddleboarding, or simply unwinding on one of the best sandy swimming areas on the lake. The gradual entry and expansive shoreline create an ideal setting for swimming, boating, entertaining, and making lasting memories right from your own waterfront oasis. Listen to the loons & watch eagles soar overhead and explore nearby Blueberry Island and Paradise Island for endless days of adventure. Inside, the home is thoughtfully positioned to maximize its spectacular setting, with the kitchen, dining, and living areas all oriented toward the water. Warm and inviting, the open-concept design features a wood-burning fireplace, rustic beams, and expansive lake views that bring the outdoors in. Upstairs, three bedrooms and a half bath provide comfortable accommodations, while a full bath with laundry is conveniently located on the main level. The home rests on a newer full foundation. A three-year-old 20-foot aluminum dock with composite decking offers effortless access to the water and the perfect place for your boat and watercraft. Lake Monomonac spans nearly 600 acres across New Hampshire and Massachusetts, offering outstanding recreational opportunities and an active yet relaxed lakefront lifestyle. Just minutes from local amenities and an easy drive to Massachusetts, this exceptional property combines panoramic views, rare sandy frontage, and the timeless appeal of lake living into a truly remarkable waterfront offering!

78 Colburn Ln, Rindge

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

373 Rte 9a, Chesterfield
$600,000
4 Beds ⋅ 3 Baths ⋅ 5096591 MLS
Welcome to the heart of Spofford, where small-town charm meets one of New Hampshire's most desirable lake communities. Just minutes from Spofford Lake, this classic Cape offers a lifestyle that's increasingly hard to find. Start your mornings with coffee on the balcony overlooking the lake's peaceful inlet, spend summer afternoons at the town beach, and unwind in the hot tub at day's end. A standout feature is the stunning office in the barn. Warm wood walls still carry the welcoming scent of natural timber, creating an inspiring workspace with a private balcony overlooking the lake inlet. Inside, history and modern updates blend beautifully. The eat-in kitchen features granite countertops, an island, large pantry, and access to the private deck. Enjoy a bright sunroom, curl up with a book in the library with built-in bookshelves, formal dining room with fireplace, and convenient first-floor office and half bath. Upstairs offers three bedrooms, two full baths, laundry room, walk-in attic storage, and a flexible office or fourth bedroom. The level yard is bordered by classic stone walls and includes the lot across the street with apple and pear trees plus overflow parking. Improvements include triple-pane windows, well, septic system, oil tank, mini-splits, wood stove, sunroom, updated kitchen, EV charger, and a security system. Residents enjoy access to the Spofford Lake town beach, known for its clear waters, boating, fishing, and swimming. Conveniently located just 10 minutes to Keene and 15 minutes to Brattleboro, VT, this home offers the perfect balance of peaceful lake living with easy access to shopping, dining, healthcare, and entertainment. Rich in history, full of character, and thoughtfully updated for today's lifestyle, this is more than a home, it's a place to put down roots and enjoy everything the Spofford community has to offer.

373 Rte 9a, Chesterfield

Listing courtesy of Denise Thomas from BHG Masiello Keene. ()

55 Chestnut Hill Rd, Dublin
$995,000
3 Beds ⋅ 4 Baths ⋅ 5096486 MLS
Tucked away on a quiet private gravel road in Dublin, this charming Contemporary Cape offers the perfect blend of comfort, character, and charm. Set amidst impeccably landscaped grounds with a sprawling green lawn, this 3-bedroom, 3.5-bath home captures the essence of New England country living. Inside, you'll find over 3,000 square feet of brilliantly designed living space, highlighted by a grand two-story living room featuring custom built-in wooden bookshelves and abundant natural light. The fully applianced kitchen boasts granite countertops leads into a formal dining room, perfect for entertaining with family and friends. A luxurious first floor primary suite provides a private retreat, while the finished basement and rooms upstairs offer additional flexible living space. Enjoy the beauty of every season from the inviting front and rear porches or relax in the three-season room while taking in the peaceful surroundings. With stunning mountain views, exceptional landscaping, and a tranquil setting, this property offers a rare opportunity to enjoy the best of mountain living. Chestnut Hill is located just minutes from Dublin Pond and Mount Monadnock and the endless outdoor recreation opportunities of hiking, cross country skiing, and so much more on the trails. The neighborhood provides both privacy and convenience, sitting just outside of downtown with easy access to all that Dublin Village has to offer, including Dublin School, Dublin Lake, and the notable Dublin General Store. Dublin offers direct access to NH Route 101 and is an hour from Manchester Regional Airport, 2 hours from Boston Logan International Airport, and 5 hours driving from New York City. Chestnut Hill's association offers its residents common road maintenance and seasonal plowing.

55 Chestnut Hill Rd, Dublin

Listing courtesy of Sadie Halliday from EXP Realty. (Cell: 603-660-2321)

216 Old Forest Rd, Stoddard
$700,000
3 Beds ⋅ 3 Baths ⋅ 5095058 MLS
Escape to the peace and beauty of New Hampshire's Monadnock Region with this exceptional retreat nestled in a private country setting. Tucked away among mature trees and surrounded by nature, this property offers the rare combination of seclusion, tranquility, and direct water frontage. Whether you're seeking a year-round residence, weekend getaway, or investment opportunity, you'll appreciate the sense of privacy and connection to the outdoors that defines this special property. Wake up to sparkling water views, enjoy your morning coffee overlooking the marsh, and spend your days kayaking, fishing, or simply relaxing while taking in the sights and sounds of nature. The wooded surroundings create a serene backdrop, attracting abundant wildlife and providing a true escape from the hustle and bustle of everyday life. Stoddard is known for its pristine lakes, ponds, and recreational opportunities, making this an ideal destination for outdoor enthusiasts. Whether entertaining guests, gathering around a fire pit under the stars, or enjoying the changing seasons reflected across the water, this property offers the quintessential New Hampshire lifestyle. The garden shed offers plenty of space for propagating plants with electricity for projects and storing your gardening equipment. Let's not forget to give credit to the woodshed for storing your winter supply of wood if you prefer to have a cozy fire to sit by in your living room! Private tributary water properties in Stoddard are highly sought after, and opportunities like this are increasingly rare.

216 Old Forest Rd, Stoddard

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

253 Back Ashuelot Rd, Winchester
$425,000
1 Beds ⋅ 1 Baths ⋅ 5095024 MLS
Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. Recent work done to the ext. logs.. There has been a property flood evaluation done here & these homes are NOT in a flood zone less than a half hour to Keene and to Brattleboro.

253 Back Ashuelot Rd, Winchester

Listing courtesy of Susan A Doyle from BHG Masiello Keene. ()

67 Park Ave, Keene
$549,900
5 Beds ⋅ 3 Baths ⋅ 5094732 MLS
This expansive Victorian on an oversized Lot has been lovingly restored, improved and maintained. Over $140,000. in recent upgrades. Convenient to Downtown Keene, hospitals and shopping, this amazing home blends classic elegance and workmanship with modern convenience. Vinyl Harvey windows throughout, updated kitchen with Granite and nearly new appliances, and a First Floor Primary added by the current owner, with French Door entrance at grade, and a new Primary bath combined with laundry room. The original First floor full bath has been fully remodeled, and all floors professionally refinished. A unique offering with two First Floor bedrooms. All the classic Victorian features remain, with a lovely fireplace and hearth and the stunning woodwork attendant to the homes of this era. Lovely stained glass greets you as you go upstairs to three additional bedrooms, full bath, and a generous family room. This home is truly perfect for multi-generational living. In just the last three years, a new Owens-Corning roof and ridge vent, structural repairs, both first floor baths remodeled, chimney repointed, aluminum wrap on exterior windows, new fencing for pets/kids in back yard, electrical upgrades and more. Please see attached list of upgrades. The basement is full and dry for tons of storage, and there is an unfinished walk-up attic for further storage or additional future finished space. Two lovely porches, on front and on the right side entry, and a private, fenced, paver patio on the left rear is perfect for outside meals and gatherings. Truly turn-key. All the heavy lifting has been done, and this home is ready for it's next chapter and family to enjoy.

67 Park Ave, Keene

Listing courtesy of Karl Zahn from Pat Clancey Realty. ()

662 Hurricane Rd, Keene
$1,150,000
4 Beds ⋅ 6 Baths ⋅ 5094608 MLS
NEW, LOWER PRICE! 60 private acres, 4,400+ square feet, an in-law suite, and exceptional custom living. This distinctive contemporary home offers an impressive combination of privacy, space, quality, and versatility, all just minutes from schools and shopping. At the heart of the home is a stunning kitchen featuring a fieldstone fireplace, quartz countertops, cherry cabinetry, center island, built-in bench, and beautiful windows overlooking the deck and surrounding landscape. The spacious, light-filled living room offers another fireplace, while a cozy den with built-ins, charming pine-paneled dining room, and thoughtfully designed mudroom with abundant closet space add warmth and functionality. Gorgeous hardwood floors extend throughout much of the home. The elegant first-floor primary suite features a soaking tub and tiled shower. Front and back staircases lead to the second level, where open sitting areas create welcoming spaces outside the bedrooms. A large office anchors one end, and each bedroom enjoys its own private bath. A newer in-law suite provides exceptional flexibility, complete with a full kitchen and dining banquette, living room with loft above, bedroom with large walk-in closet, and full bath. Accessible from the main house or through a separate entrance via the garage, it offers wonderful possibilities for extended family, guests, or even a studio! The heated walkout lower level expands the possibilities even further, with generous areas for exercise, games, recreation, a bunk room, and a full bath. Storage is abundant throughout the home. Outside, 60 private acres of forest, streams, and scenic hiking trails create your own natural retreat. Explore your property right outside the door while still enjoying the convenience of nearby schools and shopping. With its newly reduced price, expansive acreage, exceptional living space, and flexible floor plan, this is an opportunity well worth another look.

662 Hurricane Rd, Keene

Listing courtesy of Norma Couture from BHG Masiello Keene. ()

138 Esty Rd, Westmoreland
$698,900
2 Beds ⋅ 2 Baths ⋅ 5094439 MLS
Cherished by the same family for more than 40 years, this extraordinary log home is nestled on 30 private acres, accompanied by two charming cabins tucked into a secluded forested ravine behind the historic 1764 Park Hill Meetinghouse, still an active community gathering place for concerts, lectures, and seasonal events. Bordering the Warwick Preserve, this peaceful retreat offers the perfect balance of privacy and convenience, just minutes from the vibrant arts, dining, and cultural communities of Keene, NH, and Brattleboro, VT. The landscape is a true New England sanctuary, featuring mature apple trees, blueberry bushes, walking trails, abundant wildlife, and an eight-foot-deep stocked trout pond that has provided years of fishing and unforgettable family memories. The 1,896-square-foot main residence blends timeless rustic character with modern comfort. A thoughtfully designed open floor plan, expansive windows, and warm wood finishes create an inviting atmosphere filled with natural light. The home offers two spacious bedrooms (originally three and easily converted back), two full baths, and comfortable single-level living that is equally suited for entertaining guests or enjoying quiet evenings by the fire. Adding exceptional versatility, the two additional cabins have generated consistent rental income for over four decades and offer endless possibilities as guest cottages, vacation rentals, artist studios, or a multigenerational family compound. Cabin One features 1,573 square feet with three bedrooms and one bath, while Cabin Two offers 845 square feet with a spacious vaulted-ceiling bedroom and one bath. Whether you're seeking a private retreat, an income-producing property, or a place to create lasting family traditions, this remarkable Westmoreland property offers a rare opportunity to own a true New England legacy.

138 Esty Rd, Westmoreland

Listing courtesy of Shirley Marcello from BHG Masiello Keene. ()

38 Shaker Farm Rd S, Marlborough
$1,190,000
4 Beds ⋅ 6 Baths ⋅ 5092944 MLS
Privately sited to capture commanding views of Mount Monadnock, this exceptional post-and-beam residence offers the warmth and character of a timeless New England lodge with the craftsmanship, quality materials, and modern systems of a home built in 2006. Constructed of stone, brick, timber, and glass, the home’s thoughtful design and exceptional finishes create a distinctive sense of permanence and character without the upkeep of an antique property. Soaring gables make a memorable first impression, while walls of windows invite natural light and frame one of New Hampshire’s most iconic landscapes. Selective tree clearing has further enhanced the view corridor, creating a dramatic connection to Mount Monadnock. The renovated kitchen features stone countertops, custom cabinetry, Thermador appliances, a substantial center island, and a distinctive wood-fired pizza oven. Travertine tile, rich wood flooring, and substantial timber details extend throughout the principal living spaces, anchored by a dramatic central fireplace and complemented by expansive open-concept gathering areas spanning the second and third levels. The residence offers four generously sized bedrooms, four full baths, and two half baths. The upper level includes a tranquil primary suite and an additional ensuite bedroom, while guest rooms, sitting areas, and baths throughout the home provide exceptional flexibility for family and visitors. Oversized covered porches create inviting outdoor living spaces for enjoying mountain views and changing seasons. The grounds have been enhanced with hydroseeding and an exterior landscape lighting system that beautifully illuminates the property after dusk. Additional amenities include a two-car garage, radiant heat, central air conditioning, and a whole-house generator. This grand mountain retreat is close to hiking trails, lakes, golf, and the vibrant village centers of Peterborough, Keene, and nearby communities known for dining, arts, and cultural offerings.

38 Shaker Farm Rd S, Marlborough

Listing courtesy of Peg Walsh from Four Seasons Sotheby's International Realty. ()

166 Keene Rd, Winchester
$419,900
3 Beds ⋅ 2 Baths ⋅ 5092617 MLS
Seller contribution of $10,000 towards interest rate buydown. Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

166 Keene Rd, Winchester

Listing courtesy of Jamie Smith from BHG Masiello Keene. ()

72 North St, Jaffrey
$335,900
3 Beds ⋅ 2 Baths ⋅ 5091841 MLS
PRICE IMPROVED - NOW $335,900! SELLER SAYS SELL! Take advantage of this exceptional opportunity in the heart of Jaffrey. The seller is offering up to $10,000 toward the buyer's closing costs, prepaid expenses, and escrow, making homeownership more affordable than ever. Step into this beautifully reimagined 1930s Villager Cape, where timeless charm meets modern comfort. Nearly every inch of the home has been thoughtfully updated, including new flooring, renovated kitchen and baths, and convenient features such as a first-floor bedroom and first-floor laundry. The soaring cathedral-ceiling living room with loft creates an inviting gathering space, complete with a mini-split system and sliding doors leading to a private back deck, perfect for morning coffee or evening relaxation. A second side deck offers a welcoming place to enjoy the charm of village life. Outside, you'll find established perennial gardens, a fenced yard, and a separate fenced garden area supported by a gutter-fed water storage tank for easy irrigation. Solar panels provide added energy efficiency and long-term savings. New Price. Seller Incentive. Move-In Ready. This is your chance to own a beautifully updated home with character, comfort, and value in one of Jaffrey's most desirable village locations. Schedule your showing today and discover everything 72 North Street has to offer.

72 North St, Jaffrey

Listing courtesy of Larry Alvarez from Tieger Realty Co. Inc.. ()

495 N Shore Rd, Chesterfield
$689,000
2 Beds ⋅ 3 Baths ⋅ 5091566 MLS
Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced kitchen, dining area, spacious living room, great room, study, and a 3/4 bath on the main level. The upper floor features 2-3 spacious bedrooms and a full bath, while the lower level offers a recreation room, laundry area, workshop, and an additional 3/4 bath. Enjoy stunning lake views from both inside and outside the home, complemented by soaring 14-foot cathedral ceilings, beautiful oak hardwood floors, and a spacious deck perfect for relaxing or entertaining. The large backyard is ideal for hosting summer gatherings, and the 20x12 heated storage building provides excellent additional space for hobbies, storage, or workshop use. Lower level can be finished to add more living space already plumbed, heated and framed. Conveniently located near public 2 beaches, shopping and restaurants, and just approximately 15 minutes to Keene and Brattleboro with easy access to I-91. Winter sports, skiing at Mount Snow, Parker Mountain, Killington and Granite Gorge to mention a few. Don’t miss this opportunity to own your slice of lake life, schedule your showing today!

495 N Shore Rd, Chesterfield

Listing courtesy of Charlotte A Marrocco-Mohler from BHHS Verani Nashua. (Cell: 603-620-2668)

515 E Surry Rd, Surry
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 5090589 MLS
Steeped in history, the iconic Peter Hayward Tavern circa 1764 is a rare legacy property encompassing approximately 191 acres spanning both Surry and Keene, New Hampshire. The offering includes the historic main residence, substantial barn, and approximately 140 acres in Surry with an additional 50 acres in Keene, much of it protected in current use and conservation. Ideally situated across from Bretwood Golf Course and within walking distance to Goose Pond Recreation Area, the setting offers an exceptional blend of privacy, recreation, and natural beauty. The classic center chimney Cape with attached ell is an extraordinary example of early American craftsmanship, showcasing original woodwork, graceful arched fireplace surrounds, and six fireplaces connected to five separate flues within the massive central chimney. Thoughtfully updated while preserving its historic integrity, the home seamlessly blends period character with modern comfort. The renovated chef’s kitchen features a large center island, cathedral ceilings, ribbon windows, premium appliances including a six-burner Wolf gas range, and abundant natural light. The kitchen opens to a warm and inviting living room with fireplace, creating ideal gathering spaces for everyday living and entertaining. A separate walk-in pantry provides excellent additional storage. The attached ell includes a private office and half bath with beautiful views overlooking pastoral setting. Outside, perennial gardens and mature landscaping frame the home, while the striking in-ground pool with custom stonework & tennis court complements the estate setting beautifully. A spacious wraparound deck provides the perfect backdrop for outdoor entertaining The impressive two-story barn offers extensive workshop space along with a well-appointed two-bedroom apartment ideal for guests or caretakers. A truly exceptional offering where history, land, and lifestyle come together in one of the Monadnock Region’s most picturesque settings.

515 E Surry Rd, Surry

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

253 Ramsay Hill Rd, Walpole
$1,475,000
3 Beds ⋅ 2 Baths ⋅ 5090130 MLS
Perched on 21 breathtaking acres with sweeping western views and unforgettable sunsets, this cherished family-owned property is being offered for the first time since 1987. Set along one of the area's most desirable country roads, this exceptional property offers the perfect blend of privacy, beauty and opportunity. Whether your dream is a hobby farm, horse property, homestead or simply room to spread out, the open fields, mature trees and rolling landscape provide an incredible canvas. Raise animals, cultivate gardens, establish orchards or simply enjoy the peaceful rhythm of country living while taking in panoramic mountain views from nearly every corner of the property. Inside, the home is filled with warmth, natural light, and timeless New England Character. Beautiful pine floors run throughout much of the home while oversized windows perfectly frame the surrounding countryside. The heart of the home is the stunning living and dining room where expansive west-facing windows showcase spectacular sunsets and distant mountain vistas. Anchored by a cozy fireplace this inviting gathering space offers the perfect setting for entertaining or quiet evenings at home. Just beyond the main living area is an additional den tucked beside the sunroom, creating an ideal reading nook, home office or cozy retreat. The efficient kitchen flows directly to the rear sun porch, making morning coffee overlooking your fields and evening sunsets part of your everyday routine. A second front sunroom further connects the home to its exceptional surroundings, offering flexible living space in every season. Every room has been thoughtfully positioned to embrace the property's incredible setting. The spacious primary suite features a custom tiled en-suite bath, while two additional upstairs bedrooms share a beautifully finished tiled three-quarter bath. An attached garage adds convenience to this meticulously maintained home. Only minutes from Hooper Golf Course and local amenities!

253 Ramsay Hill Rd, Walpole

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

137 Prescott Rd, Jaffrey
$589,900
5 Beds ⋅ 3 Baths ⋅ 5087336 MLS
A Remarkable Property. A New Opportunity. Sellers Ready for Their Next Chapter. Nestled in the heart of New Hampshire’s beloved Monadnock Region, this remarkable circa 1830 Colonial blends rich history, timeless craftsmanship, and breathtaking natural beauty into one extraordinary offering. Set against the backdrop of iconic Mount Monadnock views and overlooking a tranquil mill pond and brook, the property captures the very essence of classic New England living. A rare treasure for antique home enthusiasts, the residence proudly features original murals attributed to renowned folk artist Rufus Porter, whose historic works are celebrated throughout New England. Inside, the expansive home offers five spacious bedrooms, oversized sun-filled rooms, and a warmth and character rarely found today. The renovated kitchen seamlessly blends period charm with modern convenience, complete with a functional antique cookstove and a cozy dining nook with serene water views. From the large screened porch, enjoy sweeping views of Mt. Monadnock while listening to the peaceful sounds of the brook below. The rear second-floor living area, featuring a sitting room, three bedrooms, full bath, and private staircase—offers outstanding flexibility for extended family, guest quarters, or potential Airbnb opportunities. Outside, a stately carriage house provides abundant space for vehicles, hobbies, equipment, or a home-based business, while the surrounding pasture and open fields create an idyllic setting for equestrian pursuits or simply enjoying the beauty of the countryside. Rich in history, impressive in scale, and set within one of New Hampshire’s most sought-after scenic regions, this is far more than a home—it is a rare opportunity to own a true piece of New England heritage. Come tour this remarkable home!

137 Prescott Rd, Jaffrey

Listing courtesy of Dean Deschenes from Arris Realty. ()

9 Templeton Tpke, Fitzwilliam
$564,800
5 Beds ⋅ 3 Baths ⋅ 5083431 MLS
Welcome to the prettiest house in Fitzwilliam! You deserve the best. Circa 1809, your 5-Bdrm, 3-Bath, Greek Revival home awaits you. Here, you’re uniquely positioned to entertain friends, be entertained, & take-in all the best that New England has to offer. Located right across from the Fitzwilliam Village Green, take-in small concerts & farmers markets. The Town Library is right next door, Townhall is 2 doors down. Fitzwilliam Common Historic District is a part of the National Register of Historic Places! Come be a part of its history. Enter through the white picket-fenced frontyard. You can’t help but to notice the grand fluted columns & large granite slab walkway here to greet you. Come onto the covered porch or head to the side yard where your pretty patio awaits. Interior antique features include your original wood-burning hearth in the livingroom, a gracious formal diningroom, wide-planked pumpkin pine flooring, & original antique mouldings.The Walk-Up 3rd Floor Attic was known as a bell-shaped ballroom in history! Most recently, the property had been lightly lived-in as a sole residence. Previously, she'd hosted small businesses including a Christmas shop and real estate business. More than charming, your spacious home has practical means, too. Well-maintained & updated utilities, the 1st floor’s layout can easily be adapted for multigenerational living. You have an excellent furnace with many heating zones plus alternative heat with a propane stove in the huge kitchen. Tremendous amount of storage with 2 attics, 2 basements, 2 livingrooms, as well as relatively short commuting distances - 20 mins to shopping & dining amenities in Keene & Rindge, 1/2 hr to Peterbough, and 1 hr 40 mins to Boston Proper. Truly, you have found a wonderful dot-on-the-map for adventure & gracious living. Have you been dreaming of a quintessential New England classic? You’ve found it in real life! More than just gorgeous scenery, go to lakes, mountains, & all New England offers!

9 Templeton Tpke, Fitzwilliam

Listing courtesy of Mary M. Belle Isle from EXP Realty. (Cell: 603-852-0333)

658 Main St, Marlborough
$400,000
4 Beds ⋅ 4 Baths ⋅ 5071213 MLS
Step back into the character and craftsmanship of 1875 with this handsome New Englander farmhouse, set on 5 full acres with established garden space and sweeping mountain views. Rich in period charm and filled with possibilities, this is the kind of property that invites someone with an appreciation for old houses to bring its story into a new chapter. Inside, the home retains the warmth and authenticity that make historic properties so special, including beautiful original-style wood flooring and multiple fireplaces awaiting restoration. A gracious formal dining room provides the perfect setting for holiday gatherings, long dinners, or simply enjoying the views and atmosphere of this remarkable old home. With 3+ bedrooms and 4 bathrooms, there is plenty of room to create guest accommodations, offices, studios, libraries, or other spaces suited to modern life while preserving the home's historic spirit. Outside, the acreage offers a wonderful canvas for the next steward of this property. Established garden areas, mountain vistas, and five acres of land provide room for gardening, hobby farming, recreation, or simply enjoying the quiet beauty of rural New Hampshire. And for those who love the stories that old properties tell, the remains of the once-stately barn offer a fascinating opportunity of their own. Though the barn has not survived as well as the farmhouse, its remnants may provide unique salvage opportunities for architectural materials and creative reuse. Conveniently located between Keene and Concord, this property offers the rare combination of rural tranquility and access to vibrant downtowns, dining, shopping, and major routes. Whether you envision a lovingly restored historic homestead, a weekend retreat, a creative country property, or even a potential bed-and-breakfast or guesthouse venture, this 1875 farmhouse offers something increasingly difficult to find: a genuine piece of New England history offering potential to write its next chapter!

658 Main St, Marlborough

Listing courtesy of Bruce M Murphy from Keller Williams Realty Metro-Keene. ()

484 Old Swanzey Rd, Chesterfield
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 5069723 MLS
SHOOTING STAR FARM is a private country farm on 57± acres of dense woodlands, pasture, and turnout, in scenic SW NH. Originally designed for horse breeding, the exceptional infrastructure also supports canine sports, agricultural pursuits, events, and a variety of home-based business ventures. The 1984 chalet-style home overlooks paddocks and a pond, with a chef's kitchen offering views of the original ‘red barn’ & a pond. The main level features an open living area with a woodstove, 3-season porch, 2 bedrooms, a full bath, and flex space that was the original kitchen. The loft is a comfortable primary suite with a luxurious custom bath. The walk-out lower level has 4 finished rooms, a woodstove, laundry, and a heated garage. The c.2000 'red' barn is on a full foundation and spans 108'. It offers 12 stalls of varying sizes, with sliding mesh doors that would also make great kennels. There’s H&C water, A/C at one end, and a heated feed room. The like-new arena's location on the land buffers you from close neighbors, a must for dog lovers. It features 14 stalls and a unique, adaptable layout, a large indoor arena for yr-round sporting, a catering kitchen, ¾ bath w/laundry, and an expansive office and meeting rm w/heat & AC. The house & facility have septic systems, and each major building has a well. Outside are multiple fenced paddocks with a variety of fencing, including livestock wire fencing, plus frost-free water and auto waterers year-round. There's a large outdoor arena, a gorgeous granite patio w/fire pit, and ample trailer and guest parking. Beyond equestrian use, the setup will appeal to dog agility, obedience, scent-work, and flyball enthusiasts. This property is also adaptable to livestock and agricultural operations, hosting workshops, clinics, recreational activities, and equipment storage. Enjoy miles of country roads from both driveways and the 13,000-acre Pisgah State Park trail network. Just 15 minutes from Keene and I-91, and minutes off Rte 9.

484 Old Swanzey Rd, Chesterfield

Listing courtesy of Shirley Sullivan from Farms & Barns Real Estate LLC. ()

16 Stone Rd, Stoddard
$685,000
3 Beds ⋅ 1 Baths ⋅ 5068369 MLS
Waterfront on Highland Lake! Nestled at the quiet end of the lake, this beautifully maintained home offers the perfect blend of relaxation and recreation. Enjoy peaceful lakefront living while still having direct access to the larger section of the lake for swimming, kayaking, and motorized boating. The property contains a bright and welcoming 2 bedroom, 1 bathroom waterfront main house along with a 1 bedroom, ¾ bathroom guest suite above the garage. The updated kitchen offers modern appliances, granite countertops, and abundant cabinetry, flowing seamlessly into the cozy living room and adjoining sunroom that captures stunning water views year-round. Step outside onto the spacious deck overlooking your private dock, perfect for morning coffee, evening sunsets, or launching your boat for a day on the water. The detached heated two car garage has a ¾ bath on the main level and includes a finished upper level guest suite with bedroom, sitting area and kitchen, perfect for visiting family, guests, an office space, studio or private retreat. Property updates include a new roof in 2025, new dock in 2024, new vinyl siding, lighting and deck as well as new storm doors and a paved driveway. Experience the best of lake life without the high property taxes in this peaceful Stoddard retreat! Come see us at the Open House on 8/15/26 from 11am to 2pm or schedule a private showing!

16 Stone Rd, Stoddard

Listing courtesy of Jason LePine from Keller Williams Realty-Metropolitan. ()

31 Wentworth Rd, Walpole
$2,250,000
8 Beds ⋅ 7 Baths ⋅ 5061882 MLS
A Legacy Estate Rich with History and privacy! This Exquisite Asher Benjamin Greek Revival built in 1812 has more than 8,000 square feet across 24 rooms and 11 private acres with woods, mature plantings and a secret walled garden located at the south end of Main Street in Walpole NH. Memorable gatherings and holidays are assured with 10 fireplaces, 8 bedrooms (most with en-suite baths), high ceilings, original wide plank wood floors, glass windows and ornamental millwork, while the modernized tile bathrooms and heating system ensure comfort. The home's formal dining room, elegant library/den, and 2 sitting rooms set the stage for grand entertaining. One parlor showcases rare original "Monuments of Paris" hand-painted Dufor wallpaper also hanging at the Winterthur Museum and the Metropolitan Museum of art. The family-sized kitchen is a cook's dream with premium appliances, two ovens and a separate baking area. Direct kitchen access to a large, screen porch guarantees maximum family dining enjoyment whatever the season. This home is central to the history of Walpole, and its grandeur has only grown with time. Out front there is a majestic yellowwood tree, one of the oldest and largest in New England, planted in 1855 by Frederick Newman Knapp to honor his marriage. It brings breathtaking color in the fall and offers a forty-foot span of shade in the summer. Modern creativity also has a place here: a professional recording studio, complete with equipment elevator and direct garage access, opens doors for musicians, podcasters or producers seeking a dedicated workspace. The layout of the home lends itself to multigenerational living and guest accommodations. From grand entertaining to quiet reflections, this property has been an oasis for more than 200 years.

31 Wentworth Rd, Walpole

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

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